Sulfuric Acid → 7,8-Dimethoxy-2-methyl-3H-pyrimido[4,5-b]quinolin-4-one

HRID 1112259노트

반응식

HRID 1112259 반응식
S(=O)(=O)(O)O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[N:14]=[C:13]([NH2:20])[C:12]([C:21]([NH2:23])=[O:22])=[CH:11]2.[C:24](OC(=O)C)(=O)[CH3:25].[OH-].[Na+]>O>[CH3:24][C:25]1[NH:23][C:21](=[O:22])[C:12]2[C:13]([N:20]=1)=[N:14][C:15]1[C:10]([CH:11]=2)=[CH:9][C:8]([O:7][CH3:6])=[C:17]([O:18][CH3:19])[CH:16]=1

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 7918Acetic Anhydride2회HCID 14798Sodium HydroxideHCID 7815842-Amino-6,7-dimethoxyquinoline-3-carboxamide

생성물 1

HCID 1358226487,8-Dimethoxy-2-methyl-3H-pyrimido[4,5-b]quinolin-4-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Concentrated sulfuric acid (1.5 ml.) is added to a slurry of 6,7-dimethoxy-2-aminoquinoline-3-carboxamide (5.0 g., 0.02 mole) and acetic anhydride (40 ml.). The slurry dissolves to give a dark orange solution from which a heavy yellow precipitate separates. Acetic anhydride (10 ml.) is added to facilitate stirring and heating continued for an additional 75 minutes. The mixture is cooled, water (50 ml.) added and the resulting solution made alkaline with 5N sodium hydroxide (225 ml.). It is chilled, the precipitate collected by filtration and air-dried. The yellow solid is recrystallized from ethanol. Yield = 2.37 g., M.P. 300°-302° (dec.).

후처리

  1. dissolutionThe slurry dissolves
  2. customto give a dark orange solution from which a heavy yellow precipitate separates
  3. temperatureheating
  4. temperatureThe mixture is cooled
  5. temperatureIt is chilled
  6. filtrationthe precipitate collected by filtration
  7. customair-dried
  8. customThe yellow solid is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-daed25dc30ac4bf4b6675c3ad778ef30
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04120962

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